US4785013A - Fungicidal composition based on iprodione - Google Patents
Fungicidal composition based on iprodione Download PDFInfo
- Publication number
- US4785013A US4785013A US06/617,836 US61783684A US4785013A US 4785013 A US4785013 A US 4785013A US 61783684 A US61783684 A US 61783684A US 4785013 A US4785013 A US 4785013A
- Authority
- US
- United States
- Prior art keywords
- oil
- iprodione
- composition according
- ethylene oxide
- condensate
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- ONUFESLQCSAYKA-UHFFFAOYSA-N iprodione Chemical compound O=C1N(C(=O)NC(C)C)CC(=O)N1C1=CC(Cl)=CC(Cl)=C1 ONUFESLQCSAYKA-UHFFFAOYSA-N 0.000 title claims abstract description 59
- 239000005867 Iprodione Substances 0.000 title claims abstract description 58
- 239000000203 mixture Substances 0.000 title claims abstract description 54
- 230000000855 fungicidal effect Effects 0.000 title claims description 13
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims abstract description 28
- 150000002191 fatty alcohols Chemical class 0.000 claims abstract description 10
- 239000003995 emulsifying agent Substances 0.000 claims abstract description 9
- 208000031888 Mycoses Diseases 0.000 claims abstract description 5
- 239000007764 o/w emulsion Substances 0.000 claims abstract description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 34
- 239000003921 oil Substances 0.000 claims description 25
- 235000019198 oils Nutrition 0.000 claims description 25
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 18
- 239000000377 silicon dioxide Substances 0.000 claims description 17
- 239000000725 suspension Substances 0.000 claims description 14
- 239000004480 active ingredient Substances 0.000 claims description 13
- 239000000839 emulsion Substances 0.000 claims description 13
- 230000007935 neutral effect Effects 0.000 claims description 11
- 229910019142 PO4 Inorganic materials 0.000 claims description 8
- 239000002480 mineral oil Substances 0.000 claims description 8
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 8
- 239000010452 phosphate Substances 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 7
- 235000010446 mineral oil Nutrition 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- 239000000417 fungicide Substances 0.000 claims description 6
- 239000012875 nonionic emulsifier Substances 0.000 claims description 6
- 229920002545 silicone oil Polymers 0.000 claims description 6
- 239000002245 particle Substances 0.000 claims description 5
- 239000003755 preservative agent Substances 0.000 claims description 5
- 239000004034 viscosity adjusting agent Substances 0.000 claims description 5
- 238000002360 preparation method Methods 0.000 claims description 4
- 230000002335 preservative effect Effects 0.000 claims description 4
- 239000007787 solid Substances 0.000 claims description 4
- 239000002518 antifoaming agent Substances 0.000 claims description 3
- 239000007798 antifreeze agent Substances 0.000 claims description 3
- 230000009969 flowable effect Effects 0.000 claims description 3
- 150000004676 glycans Chemical class 0.000 claims description 3
- 229920001282 polysaccharide Polymers 0.000 claims description 3
- 239000005017 polysaccharide Substances 0.000 claims description 3
- 235000015112 vegetable and seed oil Nutrition 0.000 claims description 3
- 239000008158 vegetable oil Substances 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims 5
- 206010017533 Fungal infection Diseases 0.000 claims 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 17
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 16
- 238000011282 treatment Methods 0.000 description 12
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 9
- 239000004563 wettable powder Substances 0.000 description 9
- 238000009472 formulation Methods 0.000 description 7
- 150000001298 alcohols Chemical class 0.000 description 6
- 241001465180 Botrytis Species 0.000 description 4
- 241000123650 Botrytis cinerea Species 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- 239000012530 fluid Substances 0.000 description 4
- 238000005507 spraying Methods 0.000 description 4
- 241000196324 Embryophyta Species 0.000 description 3
- 238000013019 agitation Methods 0.000 description 3
- TWFZGCMQGLPBSX-UHFFFAOYSA-N carbendazim Chemical compound C1=CC=C2NC(NC(=O)OC)=NC2=C1 TWFZGCMQGLPBSX-UHFFFAOYSA-N 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 235000013399 edible fruits Nutrition 0.000 description 3
- 238000003306 harvesting Methods 0.000 description 3
- 239000012188 paraffin wax Substances 0.000 description 3
- 230000003381 solubilizing effect Effects 0.000 description 3
- 235000019483 Peanut oil Nutrition 0.000 description 2
- 244000046052 Phaseolus vulgaris Species 0.000 description 2
- 235000010627 Phaseolus vulgaris Nutrition 0.000 description 2
- 231100000674 Phytotoxicity Toxicity 0.000 description 2
- 240000003768 Solanum lycopersicum Species 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 239000002671 adjuvant Substances 0.000 description 2
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
- 230000004071 biological effect Effects 0.000 description 2
- 238000011109 contamination Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000000312 peanut oil Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 230000017260 vegetative to reproductive phase transition of meristem Effects 0.000 description 2
- LDVVMCZRFWMZSG-OLQVQODUSA-N (3ar,7as)-2-(trichloromethylsulfanyl)-3a,4,7,7a-tetrahydroisoindole-1,3-dione Chemical compound C1C=CC[C@H]2C(=O)N(SC(Cl)(Cl)Cl)C(=O)[C@H]21 LDVVMCZRFWMZSG-OLQVQODUSA-N 0.000 description 1
- QRNATDQRFAUDKF-UHFFFAOYSA-N 2-carbamothioylsulfanylethyl carbamodithioate Chemical compound NC(=S)SCCSC(N)=S QRNATDQRFAUDKF-UHFFFAOYSA-N 0.000 description 1
- 240000002791 Brassica napus Species 0.000 description 1
- 235000006008 Brassica napus var napus Nutrition 0.000 description 1
- 239000005745 Captan Substances 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 239000005789 Folpet Substances 0.000 description 1
- 240000009088 Fragaria x ananassa Species 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- 240000008415 Lactuca sativa Species 0.000 description 1
- 235000003228 Lactuca sativa Nutrition 0.000 description 1
- 235000007688 Lycopersicon esculentum Nutrition 0.000 description 1
- 239000005802 Mancozeb Substances 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 241000589634 Xanthomonas Species 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000011717 all-trans-retinol Substances 0.000 description 1
- 235000019169 all-trans-retinol Nutrition 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- RIOXQFHNBCKOKP-UHFFFAOYSA-N benomyl Chemical compound C1=CC=C2N(C(=O)NCCCC)C(NC(=O)OC)=NC2=C1 RIOXQFHNBCKOKP-UHFFFAOYSA-N 0.000 description 1
- MITFXPHMIHQXPI-UHFFFAOYSA-N benzoxaprofen Natural products N=1C2=CC(C(C(O)=O)C)=CC=C2OC=1C1=CC=C(Cl)C=C1 MITFXPHMIHQXPI-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- JHRWWRDRBPCWTF-OLQVQODUSA-N captafol Chemical compound C1C=CC[C@H]2C(=O)N(SC(Cl)(Cl)C(Cl)Cl)C(=O)[C@H]21 JHRWWRDRBPCWTF-OLQVQODUSA-N 0.000 description 1
- 229940117949 captan Drugs 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 235000014633 carbohydrates Nutrition 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000000855 fermentation Methods 0.000 description 1
- 230000004151 fermentation Effects 0.000 description 1
- HKIOYBQGHSTUDB-UHFFFAOYSA-N folpet Chemical compound C1=CC=C2C(=O)N(SC(Cl)(Cl)Cl)C(=O)C2=C1 HKIOYBQGHSTUDB-UHFFFAOYSA-N 0.000 description 1
- 239000008098 formaldehyde solution Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 235000009973 maize Nutrition 0.000 description 1
- YKSNLCVSTHTHJA-UHFFFAOYSA-L maneb Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S YKSNLCVSTHTHJA-UHFFFAOYSA-L 0.000 description 1
- 229920000940 maneb Polymers 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 239000003090 pesticide formulation Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 description 1
- XKJCHHZQLQNZHY-UHFFFAOYSA-N phthalimide Chemical class C1=CC=C2C(=O)NC(=O)C2=C1 XKJCHHZQLQNZHY-UHFFFAOYSA-N 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 230000035755 proliferation Effects 0.000 description 1
- 230000005070 ripening Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- QGHREAKMXXNCOA-UHFFFAOYSA-N thiophanate-methyl Chemical compound COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC QGHREAKMXXNCOA-UHFFFAOYSA-N 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
- A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/38—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< where at least one nitrogen atom is part of a heterocyclic ring; Thio analogues thereof
Definitions
- the present invention relates to a new fungicidal composition based on iprodione.
- Iprodione is the well-known name for denoting an agricultural fungicide known by the chemical name of 1-isopropylcarbamoyl-3-(3,5-dichlorophenyl)-hydantoin. This fungicide has an excellent activity against fungal diseases in plants, in particular botrytis in vines.
- this active ingredient has been marked essentially in the form of wettable powder.
- This formulation has the disadvantage of dispersing dust into the atmosphere when it is handled, either whilst it is being put into bags or whilst the wettable powder is being diluted in water during the preparation of the slurry. Furthermore, this formulation can be washed off the surface of the leaves or seeds in the event of heavy rainfall.
- the object of the present invention is to overcome these disadvantages. It relates to an agricultural fungicidal composition based on iprodione, which contains, by weight:
- compositions according to the invention are concentrated suspensions of iprodione in an oil-in-water emulsion. These fluid formulations are frequently referred to in practice as "fluid pastes", “creams” or “flowables”.
- the active ingredient is based on iprodione in the form of solid particles which have an average diameter of less than 10 microns, and preferably have an average diameter of 1 to 5 microns.
- the active ingredient can include other active ingredients such as, in particular, carbendazime, benomyl or methyl thiophanate, or a copper-based compound, a metal ethylenebis-dithiocarbamate such as maneb, zineb or mancozeb, or a phthalimide derivative such as captan, captafol or folpet.
- active ingredients such as, in particular, carbendazime, benomyl or methyl thiophanate, or a copper-based compound, a metal ethylenebis-dithiocarbamate such as maneb, zineb or mancozeb, or a phthalimide derivative such as captan, captafol or folpet.
- mixtures containing iprodione in association with other fungicides can be formulated according to the present invention.
- the oil which can be used in the compositions according to the invention can be of a variety of types, provided that it can dissolve from 1 to 5 g of iprodione per liter of oil at ordinary temperature, and provided that its hydrophilic/lipophilic balance (HLB) has a value of 8 to 12, and preferably of 10 to 11, on the HLB scale required for the preparation of an "oil-in-water” emulsion, and that it preferably has a viscosity of between 20 and 30 cst.
- HLB hydrophilic/lipophilic balance
- the hydrophilic/lipophilic balance is defined and determined according to "Pesticide formulation"--Wade Van Valkenburg--published by Marcel Dekker Inc.--New York 1973.
- oils can be mineral oils such as refined petroleum oils, commonly referred to as white oils, with a boiling range of between 300 to 400° C. at atmospheric pressure, and having a high proportion of paraffinic hydrocarbons with, preferably, a minimum proportion of 92% of materials which cannot be sulphonated.
- Certain vegetable oils, of which the hydrophilic/lipophilic balance has a value within the range defined above, can also be used, such as e.g. groundnut oil, maize germ oil or colza oil.
- composition according to the invention is a particular emulsifier of the ethylene oxide/fatty alcohol condensate type, which is a condensate of one or more linear or branched C 12 to C 14 and preferably C 13 fatty alcohols with from 8 to 12 mols and preferably from 9 to 10 mols of ethylene oxide, and which provides the stability of the concentrated suspension of iprodione in the oil-in-water emulsion by acting both as a dispersing-wetting agent for the iprodione and as an emulsifier for the binary "oil-water" system.
- ethylene oxide/fatty alcohol condensate type is a condensate of one or more linear or branched C 12 to C 14 and preferably C 13 fatty alcohols with from 8 to 12 mols and preferably from 9 to 10 mols of ethylene oxide
- hydrophilic silica is understood as meaning a preferably synthetic silica such as an ultrafine hydrated precipitated silica with a high specific surface area of the order of 200 to 300 m 2 /g, measured according to the B.E.T. method.
- a silica of this type is substantially neutral, i.e. its pH in aqueous suspension is 7 ⁇ 0.5. In practice, a neutral or weakly acidic silica is preferred.
- compositions according to the invention can also contain conventional adjuvants such as viscosity modifiers (in general from 0.05 to 0.1% by weight) of the polysaccharide type, in particular heteropolysaccharides resulting from the fermentation of carbohydrates by a microorganism of the xanthomonas type, dispersingfluidising agents of the ethylene oxide/polyarylphenol condensate type, preferably in the acid phosphate form (in general from 0.5 to 2.5% by weight), anti-freeze agents such as ethylene glycol or propylene glycol (in general from 5 to 10% by weight), anti-foam agents such as silicone oil emulsions (generally from 0.2 to 0.6% by weight), and preservatives for combating microbial proliferations (in general from 0.1 to 0.2% by weight), such as formaldehyde.
- viscosity modifiers in general from 0.05 to 0.1% by weight
- dispersingfluidising agents of the ethylene oxide/polyarylphenol condensate type
- compositions according to the invention can be prepared e.g. in three steps.
- the first step consists in preparing the "oil-in-water" emulsion in a tank equipped with a means of vigorous agitation, by running the oil into the water containing the other water-soluble additives and, if appropriate, the emulsifier.
- the iprodione as a fine powder, is dispersed in the oily emulsion with continued agitation.
- the suspension obtained is then refined in a mill, e.g. of the ball mill type such as the DYNO-MILL.
- the viscosity modifier of the heteropolysaccharide type is dispersed in a small amount of water containing the preservative (40% strength aqueous solution of formaldehyde) and/or the neutral hydrophilic silica. This dispersion is incorporated into the suspension of iprodione described above.
- the oily compositions of iprodione according to the invention have the advantage of an enhanced fungicidal efficacy when they are applied in a spraying treatment for combating fungal diseases in plants (vines, lettuces, tomatoes, strawberry plants, trees bearing small fruits, and the like) and in particular for combating botrytis (Botrytis cinerea), without exhibiting phytotoxicity.
- a concentrated oily suspension is prepared which has the following percentage composition by weight:
- paraffinic mineral oil containing more than 70% of paraffin, having a hydrophilic/lipophilic balance with a value of 10.5, and solubilizing 1 g of iprodione per liter: 33.0
- silicone oil emulsion 0.5
- the water, the glycol, the silicone emulsion and the surface-active agents, including the emulsifier are mixed in a tank.
- the mixture is agitated until total dispersion has taken place, and the oil is then run into the mixture.
- the iprodione is then added with continued agitation.
- An emulsion is obtained which is ground in a DYNO-MILL to give a concentrated suspension of iprodione.
- the viscosity modifier (heteropolysaccharide), predispersed in a small amount of water containing the preservative (40% strength formaldehyde solution), is incorporated into the suspension of iprodione to give, finally, a fluid paste or concentrated dispersion which is ready for use.
- mineral oil containing more than 70% of paraffin having a hydrophilic/lipophilic balance with the value of 10, and dissolving 1.2 g of iprodione per liter of oil: 20.0
- silicone oil emulsion 0.5
- mineral oil containing more than 70% of paraffins and having a hydrophilic/lipophilic balance with a value of 11 and dissolving 1 g iprodione per liter of oil: 20.0
- silicone oil emulsion 0.5
- paraffinic mineral oil containing more than 70% of paraffin, having an HLB value of 10.5 and solubilizing 4.5 g of iprodione per liter: 32.2
- Example 1 According to the process of Example 1, a concentrated oily suspension is prepared which has the following percentage composition by weight and in which the iprodione is associated with another active ingredient, carbendazime, and the adjuvants are identical to those of Example 5:
- paraffinic mineral oil 28.0
- heteropolysaccharide (Rhodopol 23): 1.3
- the commercial composition of iprodione as a 50% strength wettable powder has an average efficacy or protection of 34%, whereas the composition according to Example 1, applied at the same dose of active ingredient/hectare, effects a protection of 61%.
- composition according to Example 1 proved to be totally selective on vines.
- Second treatment when flowering ends.
- 15 cm high Eurocross B tomato plants are sprayed respectively with iprodione as a commercial wettable powder of 50% strength by weight, and with iprodione formulated as in Example 1, the two formulations being applied at the same dose of 375 g of active ingredient per 1,000 liters.
- the leaves are left to dry.
- a few plants are then subjected to different levels of artificial rainfall with the aid of a rain-simulating apparatus.
- Leaf samples are taken for each case of rainfall, inoculated with buffers of Botrytis cinerea mycelium and then left to incubate for 4 days at 20° C. in an illuminated atmosphere saturated with moisture. Attack by the disease is then checked.
Landscapes
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Dispersion Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Toxicology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8105798 | 1981-03-20 | ||
| FR8105798A FR2501966A1 (fr) | 1981-03-20 | 1981-03-20 | Composition fongicide huileuse a base d'iprodione |
| FR8202020A FR2520975B2 (fr) | 1982-02-05 | 1982-02-05 | Composition fongicide a base d'iprodione |
| FR8202020 | 1982-02-05 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US06357669 Continuation | 1982-03-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US4785013A true US4785013A (en) | 1988-11-15 |
Family
ID=26222293
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US06/617,836 Expired - Lifetime US4785013A (en) | 1981-03-20 | 1984-06-06 | Fungicidal composition based on iprodione |
Country Status (23)
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6319949B1 (en) | 1996-07-11 | 2001-11-20 | Syngenta Limited | Pesticidal sprays |
| KR100796960B1 (ko) * | 2000-07-28 | 2008-01-22 | 바이엘 크롭사이언스 소시에떼아노님 | 식물 유래의 높은 건조능을 가진 오일을 특별히 함유하는살진균 조성물 |
| US20080146445A1 (en) * | 2004-12-17 | 2008-06-19 | Devgen Nv | Nematicidal Compositions |
| WO2010125558A1 (en) * | 2009-04-28 | 2010-11-04 | The State Of Israel, Ministry Of Agriculture & Rural Development, Agricultural Research Organization, (A.R.O.), The Volcani Center | Emulsions, emulsifier, method of use and production process |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| HU191184B (en) * | 1982-07-09 | 1987-01-28 | Chinoin Gyogyszer Es Vegyeszeti Termekek Gyara Rt,Hu | Stabilized herbicide suspension |
| AU619867B2 (en) * | 1988-05-25 | 1992-02-06 | Daratech Pty Ltd | Controlled release agrochemical composition of biocides using viscous hydrocarbons |
| EP0416020A4 (en) * | 1988-05-25 | 1992-06-17 | Daratech Pty. Ltd. | Controlled release agrochemical composition |
| ATE142422T1 (de) * | 1991-05-18 | 1996-09-15 | Hoechst Schering Agrevo Gmbh | Neue suspoemulsionen auf basis fenoxapropethyl |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2149923A1 (de) * | 1970-10-06 | 1972-04-13 | Rhone Poulenc Sa | Neue Hydantoinderivate,ihre Herstellung und die fungiciden Zusammensetzungen,die sie enthalten |
| US3657443A (en) * | 1969-09-29 | 1972-04-18 | Du Pont | 2-benzimidazolecarbamic acid alkyl esters as foliar fungicides |
| US4044145A (en) * | 1974-07-15 | 1977-08-23 | Rhone-Poulenc Industries | Fungicidal compositions |
| US4071685A (en) * | 1975-11-13 | 1978-01-31 | Basf Aktiengesellschaft | 1-Alkylcarbamoyl-3-(3,5-dichlorophenyl)-hydantoins |
| US4305953A (en) * | 1979-04-27 | 1981-12-15 | Chinoin Gyogyszer Es Vegyeszeti Termekek Gyara Rt | Synergistic fungicidal compositions |
Family Cites Families (7)
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| DE1042945B (de) * | 1954-12-06 | 1958-11-06 | Bataafsche Petroleum | Giessbare Spritzmittelkonzentrate |
| FR1438307A (fr) * | 1965-02-17 | 1966-05-13 | Pechiney Progil Sa | Compositions antiparasitaires |
| CH528207A (fr) * | 1970-03-11 | 1972-09-30 | Schloesing Sa | Composition pesticide |
| JPS526343B2 (enrdf_load_stackoverflow) * | 1971-11-16 | 1977-02-21 | ||
| FR2225092B1 (enrdf_load_stackoverflow) * | 1973-04-12 | 1976-06-11 | Procida | |
| DE2735772A1 (de) * | 1977-08-09 | 1979-02-22 | Bayer Ag | Konzentrierte dispersionen zur ausbringung und anwendung pulverfoermiger biozider mittel |
| DE3021068A1 (de) * | 1980-06-04 | 1981-12-10 | Basf Ag, 6700 Ludwigshafen | Fungizid |
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1982
- 1982-03-11 IT IT20111/82A patent/IT1150675B/it active
- 1982-03-15 CH CH1618/82A patent/CH651448A5/fr not_active IP Right Cessation
- 1982-03-15 IL IL65245A patent/IL65245A0/xx unknown
- 1982-03-16 BG BG055813A patent/BG37222A3/xx unknown
- 1982-03-17 LU LU84018A patent/LU84018A1/fr unknown
- 1982-03-18 ES ES510559A patent/ES8307448A1/es not_active Expired
- 1982-03-18 IE IE620/82A patent/IE52933B1/en unknown
- 1982-03-18 GB GB8207956A patent/GB2095112B/en not_active Expired
- 1982-03-18 AU AU81669/82A patent/AU556539B2/en not_active Expired
- 1982-03-18 CY CY140782A patent/CY1407A/en unknown
- 1982-03-18 CA CA000398755A patent/CA1183078A/en not_active Expired
- 1982-03-19 NL NL8201153A patent/NL190918C/xx not_active IP Right Cessation
- 1982-03-19 HU HU82846A patent/HU190379B/hu unknown
- 1982-03-19 CS CS821923A patent/CS257255B2/cs unknown
- 1982-03-19 DK DK124482A patent/DK161178C/da active
- 1982-03-19 DE DE3210188A patent/DE3210188C2/de not_active Expired - Lifetime
- 1982-03-19 PT PT74611A patent/PT74611B/pt unknown
- 1982-03-19 GR GR67656A patent/GR77328B/el unknown
- 1982-03-22 BR BR8201590A patent/BR8201590A/pt not_active IP Right Cessation
-
1984
- 1984-06-06 US US06/617,836 patent/US4785013A/en not_active Expired - Lifetime
-
1987
- 1987-08-19 SG SG677/87A patent/SG67787G/en unknown
- 1987-08-31 KE KE3760A patent/KE3760A/xx unknown
- 1987-12-31 HK HK1012/87A patent/HK101287A/xx not_active IP Right Cessation
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| US3657443A (en) * | 1969-09-29 | 1972-04-18 | Du Pont | 2-benzimidazolecarbamic acid alkyl esters as foliar fungicides |
| DE2149923A1 (de) * | 1970-10-06 | 1972-04-13 | Rhone Poulenc Sa | Neue Hydantoinderivate,ihre Herstellung und die fungiciden Zusammensetzungen,die sie enthalten |
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6319949B1 (en) | 1996-07-11 | 2001-11-20 | Syngenta Limited | Pesticidal sprays |
| KR100796960B1 (ko) * | 2000-07-28 | 2008-01-22 | 바이엘 크롭사이언스 소시에떼아노님 | 식물 유래의 높은 건조능을 가진 오일을 특별히 함유하는살진균 조성물 |
| US20080146445A1 (en) * | 2004-12-17 | 2008-06-19 | Devgen Nv | Nematicidal Compositions |
| US20090209605A1 (en) * | 2004-12-17 | 2009-08-20 | Devgen N.V. | Nematicidal compositions |
| WO2010125558A1 (en) * | 2009-04-28 | 2010-11-04 | The State Of Israel, Ministry Of Agriculture & Rural Development, Agricultural Research Organization, (A.R.O.), The Volcani Center | Emulsions, emulsifier, method of use and production process |
| US8851741B2 (en) | 2009-04-28 | 2014-10-07 | Shmuel Ganmor | Emulsifier with two shear stages |
| EP2430109A4 (en) * | 2009-04-28 | 2016-01-06 | Israel State | EMULSIONS, EMULTER, METHOD OF USE, AND PROCESS FOR PRODUCING THE SAME |
Also Published As
| Publication number | Publication date |
|---|---|
| CY1407A (en) | 1988-04-22 |
| CH651448A5 (fr) | 1985-09-30 |
| NL190918B (nl) | 1994-06-01 |
| IT1150675B (it) | 1986-12-17 |
| PT74611A (fr) | 1982-04-01 |
| NL190918C (nl) | 1994-11-01 |
| IT8220111A0 (it) | 1982-03-11 |
| GB2095112A (en) | 1982-09-29 |
| AU556539B2 (en) | 1986-11-06 |
| DK161178C (da) | 1991-11-25 |
| HK101287A (en) | 1988-01-08 |
| DE3210188C2 (de) | 1995-03-09 |
| CA1183078A (en) | 1985-02-26 |
| IE820620L (en) | 1982-09-20 |
| NL8201153A (nl) | 1982-10-18 |
| LU84018A1 (fr) | 1983-11-17 |
| IE52933B1 (en) | 1988-04-13 |
| HU190379B (en) | 1986-08-28 |
| IL65245A0 (en) | 1982-05-31 |
| GR77328B (enrdf_load_stackoverflow) | 1984-09-11 |
| BR8201590A (pt) | 1983-02-08 |
| DK161178B (da) | 1991-06-10 |
| PT74611B (fr) | 1984-11-26 |
| DK124482A (da) | 1982-09-21 |
| CS257255B2 (en) | 1988-04-15 |
| GB2095112B (en) | 1984-08-30 |
| ES510559A0 (es) | 1983-02-01 |
| AU8166982A (en) | 1982-09-23 |
| SG67787G (en) | 1988-07-15 |
| DE3210188A1 (de) | 1982-09-30 |
| BG37222A3 (en) | 1985-04-15 |
| KE3760A (en) | 1987-10-09 |
| ES8307448A1 (es) | 1983-02-01 |
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